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WO2021058158A1 - Produit pour colorer une matière kératinique, contenant de l'aminosilicone, un composé chromophore et un ester d'acide gras éthoxylé - Google Patents

Produit pour colorer une matière kératinique, contenant de l'aminosilicone, un composé chromophore et un ester d'acide gras éthoxylé Download PDF

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Publication number
WO2021058158A1
WO2021058158A1 PCT/EP2020/069764 EP2020069764W WO2021058158A1 WO 2021058158 A1 WO2021058158 A1 WO 2021058158A1 EP 2020069764 W EP2020069764 W EP 2020069764W WO 2021058158 A1 WO2021058158 A1 WO 2021058158A1
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Prior art keywords
peg
glyceryl
acid
castor oil
weight
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Ceased
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PCT/EP2020/069764
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German (de)
English (en)
Inventor
Constanze Neuba
Melanie Moch
Sandra Hilbig
Daniela Kessler-Becker
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Henkel AG and Co KGaA
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Henkel AG and Co KGaA
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Priority to EP20740300.7A priority Critical patent/EP4034258B1/fr
Priority to US17/762,655 priority patent/US11865201B2/en
Publication of WO2021058158A1 publication Critical patent/WO2021058158A1/fr
Anticipated expiration legal-status Critical
Ceased legal-status Critical Current

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    • A—HUMAN NECESSITIES
    • A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61K—PREPARATIONS FOR MEDICAL, DENTAL OR TOILETRY PURPOSES
    • A61K8/00—Cosmetics or similar toiletry preparations
    • A61K8/18—Cosmetics or similar toiletry preparations characterised by the composition
    • A61K8/72—Cosmetics or similar toiletry preparations characterised by the composition containing organic macromolecular compounds
    • A61K8/84—Cosmetics or similar toiletry preparations characterised by the composition containing organic macromolecular compounds obtained by reactions otherwise than those involving only carbon-carbon unsaturated bonds
    • A61K8/89—Polysiloxanes
    • A61K8/896—Polysiloxanes containing atoms other than silicon, carbon, oxygen and hydrogen, e.g. dimethicone copolyol phosphate
    • A61K8/898—Polysiloxanes containing atoms other than silicon, carbon, oxygen and hydrogen, e.g. dimethicone copolyol phosphate containing nitrogen, e.g. amodimethicone, trimethyl silyl amodimethicone or dimethicone propyl PG-betaine
    • A—HUMAN NECESSITIES
    • A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61K—PREPARATIONS FOR MEDICAL, DENTAL OR TOILETRY PURPOSES
    • A61K8/00—Cosmetics or similar toiletry preparations
    • A61K8/18—Cosmetics or similar toiletry preparations characterised by the composition
    • A61K8/30—Cosmetics or similar toiletry preparations characterised by the composition containing organic compounds
    • A61K8/33—Cosmetics or similar toiletry preparations characterised by the composition containing organic compounds containing oxygen
    • A61K8/37—Esters of carboxylic acids
    • A—HUMAN NECESSITIES
    • A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61K—PREPARATIONS FOR MEDICAL, DENTAL OR TOILETRY PURPOSES
    • A61K8/00—Cosmetics or similar toiletry preparations
    • A61K8/18—Cosmetics or similar toiletry preparations characterised by the composition
    • A61K8/30—Cosmetics or similar toiletry preparations characterised by the composition containing organic compounds
    • A61K8/33—Cosmetics or similar toiletry preparations characterised by the composition containing organic compounds containing oxygen
    • A61K8/39—Derivatives containing from 2 to 10 oxyalkylene groups
    • A—HUMAN NECESSITIES
    • A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61K—PREPARATIONS FOR MEDICAL, DENTAL OR TOILETRY PURPOSES
    • A61K8/00—Cosmetics or similar toiletry preparations
    • A61K8/18—Cosmetics or similar toiletry preparations characterised by the composition
    • A61K8/72—Cosmetics or similar toiletry preparations characterised by the composition containing organic macromolecular compounds
    • A61K8/84—Cosmetics or similar toiletry preparations characterised by the composition containing organic macromolecular compounds obtained by reactions otherwise than those involving only carbon-carbon unsaturated bonds
    • A61K8/86—Polyethers
    • A—HUMAN NECESSITIES
    • A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61K—PREPARATIONS FOR MEDICAL, DENTAL OR TOILETRY PURPOSES
    • A61K8/00—Cosmetics or similar toiletry preparations
    • A61K8/18—Cosmetics or similar toiletry preparations characterised by the composition
    • A61K8/92—Oils, fats or waxes; Derivatives thereof, e.g. hydrogenation products thereof
    • A61K8/922—Oils, fats or waxes; Derivatives thereof, e.g. hydrogenation products thereof of vegetable origin
    • A—HUMAN NECESSITIES
    • A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61Q—SPECIFIC USE OF COSMETICS OR SIMILAR TOILETRY PREPARATIONS
    • A61Q5/00—Preparations for care of the hair
    • A61Q5/06—Preparations for styling the hair, e.g. by temporary shaping or colouring
    • A61Q5/065—Preparations for temporary colouring the hair, e.g. direct dyes
    • A—HUMAN NECESSITIES
    • A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61K—PREPARATIONS FOR MEDICAL, DENTAL OR TOILETRY PURPOSES
    • A61K2800/00—Properties of cosmetic compositions or active ingredients thereof or formulation aids used therein and process related aspects
    • A61K2800/40—Chemical, physico-chemical or functional or structural properties of particular ingredients
    • A61K2800/42—Colour properties
    • A61K2800/43—Pigments; Dyes
    • A—HUMAN NECESSITIES
    • A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61K—PREPARATIONS FOR MEDICAL, DENTAL OR TOILETRY PURPOSES
    • A61K2800/00—Properties of cosmetic compositions or active ingredients thereof or formulation aids used therein and process related aspects
    • A61K2800/40—Chemical, physico-chemical or functional or structural properties of particular ingredients
    • A61K2800/42—Colour properties
    • A61K2800/43—Pigments; Dyes
    • A61K2800/432—Direct dyes
    • A61K2800/4324—Direct dyes in preparations for permanently dyeing the hair
    • A—HUMAN NECESSITIES
    • A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61K—PREPARATIONS FOR MEDICAL, DENTAL OR TOILETRY PURPOSES
    • A61K2800/00—Properties of cosmetic compositions or active ingredients thereof or formulation aids used therein and process related aspects
    • A61K2800/40—Chemical, physico-chemical or functional or structural properties of particular ingredients
    • A61K2800/42—Colour properties
    • A61K2800/43—Pigments; Dyes
    • A61K2800/438—Thermochromatic; Photochromic; Phototropic

Definitions

  • the present application relates to an agent for coloring keratinous material, in particular human hair, which contains at least one amino-functionalized silicone polymer (a1), at least one coloring compound (a2) and at least one adduct of ethylene oxide with the esters of Ci 2 -C 24 fatty acids and aliphatic Ci-Ci2 alcohols (a3).
  • a second subject matter of this application is a method for coloring keratinic material, in particular human hair, wherein an agent of the first subject matter of the invention is applied to the keratinic material, allowed to act and then washed out again with water.
  • Oxidation dyes are usually used for permanent, intensive dyeings with good fastness properties and good gray coverage. Such colorants contain oxidation dye precursors, so-called developer components and coupler components, which, under the influence of oxidizing agents such as hydrogen peroxide, form the actual dyes with one another. Oxidation dyes are characterized by very long-lasting dyeing results.
  • color pigments are generally understood to mean insoluble, coloring substances. These are undissolved in the form of small particles in the dye formulation and are only deposited on the outside of the hair fibers and / or the surface of the skin. Therefore, they can usually be removed without residue by a few washes with detergents containing surfactants. Various products of this type are available on the market under the name of hair mascara. If the user wants particularly long-lasting coloring, the use of oxidative coloring agents has so far been his only option. However, despite multiple attempts at optimization, an unpleasant smell of ammonia or amine cannot be completely avoided with oxidative hair coloring.
  • the hair damage still associated with the use of oxidative coloring agents also has a detrimental effect on the user's hair.
  • the search for alternative, high-performance dyeing processes is therefore still a challenge.
  • the color intensities and wash fastness of colorants based on the use of pigments are still in great need of improvement.
  • keratinic materials in particular hair, are colored with an agent which contains at least one amino-functionalized silicone polymer (a1), at least one coloring compound (a2), and at least one addition product of Contains ethylene oxide to the esters of Ci 2 -C 24 fatty acids and aliphatic Ci-Ci2 alcohols (a3).
  • a first object of the present invention is an agent for coloring keratinic material, in particular human hair, containing (a1) at least one amino-functionalized silicone polymer, and (a2) at least one coloring compound, and
  • Keratin material is understood to mean hair, skin, and nails (such as fingernails and / or toenails, for example). Furthermore, wool, furs and feathers also fall under the definition of keratinic material.
  • Keratinic material is preferably understood to mean human hair, human skin and human nails, in particular fingernails and toenails. Keratinic material is very particularly preferably understood to mean human hair.
  • the agent contains at least one amino-functionalized silicone polymer.
  • the amino-functionalized silicone polymer can alternatively also be referred to as aminosilicone or amodimethicone.
  • Silicone polymers are generally macromolecules with a molecular weight of at least 500 g / mol, preferably at least 1000 g / mol, more preferably at least 2500 g / mol, particularly preferably at least 5000 g / mol, which comprise repeating organic units.
  • the maximum molecular weight of the silicone polymer depends on the degree of polymerisation (number of polymerised monomers) and the batch size and is also determined by the polymerisation method. For the purposes of the present invention, it is preferred if the maximum molecular weight of the silicone polymer is not more than 10 7 g / mol, preferably not more than 10 6 g / mol and particularly preferably not more than 10 5 g / mol.
  • the silicone polymers comprise many Si — O repeating units, it being possible for the Si atoms to carry organic radicals such as, for example, alkyl groups or substituted alkyl groups.
  • a silicone polymer is therefore also referred to as a polydimethylsiloxane.
  • these are based on more than 10 Si-O repeat units, preferably more than 50 Si-O repeat units and especially preferably more than 100 Si-O repeat units, very particularly preferably more than 500 Si-O repeat units.
  • An amino-functionalized silicone polymer is understood to mean a functionalized silicone which carries at least one structural unit with an amino group.
  • the amino-functionalized silicone polymer preferably carries a plurality of structural units each with at least one amino group.
  • An amino group is understood to mean a primary amino group, a secondary amino group and a tertiary amino group. All of these amino groups can be protonated in an acidic medium and are then in their cationic form.
  • amino-functionalized silicone polymers (a1) if they carry at least one primary, at least one secondary and / or at least one tertiary amino group.
  • dyeings with the best wash fastness were observed when an amino-functionalized silicone polymer (a1) was used in the agent (a) which contains at least one secondary amino group.
  • an agent according to the invention is characterized in that it contains at least one amino-functionalized silicone polymer (a1) with at least one secondary amino group.
  • the secondary amino group (s) can be located at various positions on the amino-functionalized silicone polymer. Very particularly good effects were found when an amino-functionalized silicone polymer (a1) was used that has at least one, preferably several, structural units of the formula (Si-amino). -Amino) In the structural units of the formula (Si-amino), the abbreviations ALK1 and ALK2 stand independently of one another for a linear or branched, divalent Ci-C2o-alkylene group.
  • an agent according to the invention is characterized in that it contains at least one amino-functionalized silicone polymer (a1) which comprises at least one structural unit of the formula (Si-amino), -Amino) where
  • ALK1 and ALK2 independently of one another for a linear or branched, bivalent Ci-
  • the positions marked with an asterisk (*) indicate the bond to further structural units of the silicone polymer.
  • the silicon atom adjacent to the star can be bonded to a further oxygen atom
  • the oxygen atom adjacent to the star can be bonded to a further silicon atom or to a Ci-C6-alkyl group.
  • a divalent Ci-C2o-alkylene group can alternatively also be referred to as a divalent or double-bonded Ci-C2o-alkylene group, which means that each grouping ALK1 or AK2 can form two bonds.
  • ALK1 there is a bond from the silicon atom to the ALK1 group, and the second bond is between ALK1 and the secondary amino group.
  • one bond is from the secondary amino group to the ALK2 moiety, and the second bond is between ALK2 and the primary amino group.
  • a linear divalent Ci-C 2 o -alkylene group are, for example, the methylene group (-CH2-), the ethylene group (-CH2-CH2-), the propylene group (-CH2-CH2-CH2-) and the butylene group (- CH2-CH2-CH2-CH2-).
  • the propylene group (-CH2-CH2-CH2-) is particularly preferred.
  • divalent alkylene groups can also be branched. Examples of branched, divalent C3-C2o-alkylene groups are (-CH2-CH (CH3) -) and (-CH2-CH (CH3) -CH2-).
  • the structural units of the formula (Si-amino) represent repeating units in the amino-functionalized silicone polymer (a1), so that the silicone polymer comprises several structural units of the formula (Si-amino).
  • Particularly suitable amino-functionalized silicone polymers (a1) with at least one secondary amino group are listed below.
  • Dyeings with the very best wash fastness properties could be obtained if at least one agent (a) was applied to the keratinous material in the process according to the invention, which agent contains at least one amino-functionalized silicone polymer (a1) which has structural units of the formula (Si-I) and the formula (Si -Il) includes
  • an agent according to the invention is characterized in that it contains at least one amino-functionalized silicone polymer (a1) which comprises structural units of the formula (Si-I) and the formula (Si-II)
  • a corresponding amino-functionalized silicone polymer with the structural units (Si-I) and (Sill) is, for example, the commercial product DC 2-8566 or Dowsil 2-8566 Amino Fluid, which is sold commercially by the Dow Chemical Company and which has the name “Siloxanes and Silicones, 3 - [(2-Aminoethyl) amino] -2-methylpropyl Me, Di-Me-Siloxane ”and the CAS number 106842-44-8.
  • an agent according to the invention is characterized in that it contains at least one amino-functional silicone polymer (a1) of the formula of the formula (Si-III), where m and n denote numbers which are chosen such that the sum (n + m) is in the range from 1 to 1000, n is a number in the range from 0 to 999 and m is a number in the range from 1 to
  • Another agent preferred according to the invention is characterized in that it contains at least amino-functional silicone polymer (a1) of the formula of the formula (Si-IV), in which p and q denote numbers which are chosen so that the sum (p + q) is in the range from 1 to 1000, p is a number in the range from 0 to 999 and q is a number in the range from 1 to
  • R1 and R2 which are different, denote a hydroxyl group or a C1-4 alkoxy group, at least one of the groups R1 to R2 denoting a hydroxyl group.
  • the silicones of the formulas (Si-III) and (Si-IV) differ in the grouping on the Si atom that carries the nitrogen-containing group:
  • R2 denotes a hydroxyl group or a C1-4 alkoxy group, while the remainder in formula (Si-IV) is a methyl group.
  • Agents according to the invention which contain at least one amino-functional silicone polymer (a1) of the formula of the formula (Si-V) have also proven to be particularly effective with regard to the desired effects in the
  • A represents a group -OH, -0-Si (CH3) 3, -0-Si (CH 3 ) 2 0H, -0-Si (CH 3 ) 2 0CH3,
  • the individual siloxane units with the indices b, c and n are randomly distributed, i.e. they do not necessarily have to be block copolymers.
  • the agent (a) can also contain one or more different amino-functionalized silicone polymers, which are represented by the formula (Si-VI)
  • R is a hydrocarbon or a hydrocarbon radical with 1 to about 6 carbon atoms
  • Q is a polar radical of the general formula -R 1 HZ, where R 1 is a divalent, connecting group which is bonded to hydrogen and the radical Z, composed of carbon and hydrogen atoms, carbon, hydrogen and oxygen atoms or carbon , Hydrogen and nitrogen atoms, and Z is an organic, amino-functional radical containing at least one amino-functional group;
  • "a” takes values in the range of about 0 to about 2
  • "b” takes values in the range of about 1 to about 3
  • a” + "b” is less than or equal to 3
  • "c” is a number in the range from about 1 to about 3
  • x is a number in the range from 1 to about 2,000, preferably from about 3 to about 50, and most preferably from about 3 to about 25, and
  • Non-limiting examples of the groups represented by R include alkyl groups such as methyl, ethyl, propyl, isopropyl, isopropyl, butyl, isobutyl, amyl, isoamyl, hexyl, isohexyl, and the like; Alkenyl radicals such as vinyl, halovinyl, alkylvinyl, allyl, haloallyl, alkylallyl; Cycloalkyl groups such as cyclobutyl, cyclopentyl, cyclohexyl and the like; Phenyl radicals, benzyl radicals, halogenated hydrocarbon radicals such as 3-chloropropyl, 4-bromobutyl, 3,3,3-trifluoropropyl, chlorocyclohexyl, bromophenyl, chlorophenyl and the like and sulfur-containing radicals such as mercaptoethyl, mercaptopropyl, mer
  • R 1 examples include methylene, ethylene, propylene, hexamethylene, decamethylene, - CH 2 CH (CH 3 ) CH2-, phenylene, naphthylene, -CH2CH2SCH2CH 2-, -CH2CH2OCH2-, -OCH2CH2-, -OCH 2 CH2CH2-, - CH 2 CH (CH 3) C (0) 0CH2-, - (CH 2) 3 CC (0) 0CH 2 CH 2 -, -CeH 4 C 6 H 4 -, -CeH 4 CH 2 C 6 H 4 -; and - (CH 2) 3 C (0) SCH 2 CH 2 - a.
  • Z is an organic, amino-functional radical containing at least one functional amino group.
  • One possible formula for Z is NH (CH2) z NH 2 , where z is 1 or more.
  • Another possible formula for Z is -NH (CH 2) z (CH 2) zz NH wherein both z and zz independently 1 or more, this structure diamino-ring structures comprising, as piperazinyl.
  • Most preferably Z is an -NHCH2CH 2NH2 radical.
  • Another possible formula for Z is -N (CH2) z (CH2) zzNX2 or -NX2, wherein each X of X2 is independently selected from the group consisting of hydrogen and alkyl groups having 1 to 12 carbon atoms, and zz is zero.
  • Q is most preferably a polar, amine-functional radical of the formula -CH2CH2CH2NHCH2CH2NH 2.
  • a takes values in the range from about 0 to about 2
  • b takes values in the range from about 2 to about 3
  • a "+” b is less than or equal to 3
  • c is a number ranging from about 1 to about 3.
  • c SiO ( 4-C) / 2 units ranges from about 1: 2 to 1:65, preferably from about 1: 5 to about 1:65, and most preferably from about 1:15 to about 1:20 If one or more silicones of the above formula are used, then the various variable substituents in the above formula can be different for the various silicone components that are present in the silicone mixture.
  • an agent according to the invention is characterized in that it contains at least one amino-functional silicone polymer of the formula (Si-VII)
  • - G is -H, a phenyl group, -OH, -0-CH 3 , -CH 3 , -0-CH 2 CH 3 , -CH 2 CH 3 , -O-
  • n and n are numbers whose sum (m + n) is between 1 and 2000, preferably between 50 and 150, where n is preferably values from 0 to 1999 and in particular from 49 to 149 and m preferably values from 1 to 2000, in particular assumes from 1 to 10,
  • R ' is a monovalent radical selected from o -QN (R ") - CH 2 -CH 2 -N (R") 2 o -QN (R ") 2 o -QN + (R") 3 A- o - QN + H (R ") 2 A- o -QN + H 2 (R") A- o -QN (R ”) - CH 2 -CH 2 -N + R" H 2 A-, where each Q represents one chemical bond, -CH 2 -, -CH 2 -CH 2 -, -CH 2 CH 2 CH 2 -, -C (CH 3 ) 2 -, -CH 2 CH 2 CH 2 CH 2 -, -CH 2 C ( CH 3 ) 2 -, -CH (CH 3 ) CH 2 CH 2 -,
  • R stands for identical or different radicals from the group -H, -phenyl, -benzyl, -CH 2 - CH (CH 3 ) Ph, the Ci- 2 o-alkyl radicals, preferably -CH 3 , -CH 2 CH 3 , - CH 2 CH 2 CH 3 , -CH (CH 3 ) 2 , -CH 2 CH 2 CH 2 H 3 , -CH 2 CH (CH 3 ) 2 , -CH (CH 3 ) CH 2 CH 3 , -C (CH 3 ) 3 , and A represents an anion, which is preferably selected from chloride, bromide, iodide or methosulfate.
  • an agent according to the invention is characterized in that it contains at least one amino-functional silicone polymer (a1) of the formula (Si-Vlla),
  • m and n are numbers whose sum (m + n) is between 1 and 2000, preferably between 50 and 150, where n is preferably values from 0 to 1999 and in particular from 49 to 149 and m preferably assumes values from 1 to 2000, in particular from 1 to 10.
  • these silicones are referred to as trimethylsilylamodimethicones.
  • an agent according to the invention is characterized in that it contains at least one amino-functional silicone polymer (a1) of the formula (Si-VIIb)
  • agents (a) according to the invention which contain an amino-functional silicone polymer whose amine number is above 0.25 meq / g, preferably above 0.3 meq / g and in particular above 0.4 meq / g.
  • the amine number stands for the milli-equivalents of amine per gram of the amino-functional silicone. It can be determined by titration and also given in the unit mg KOH / g.
  • Agents (a) which contain a special 4-morpholinomethyl-substituted silicone polymer (a1) are also suitable.
  • This amino-functionalized silicone polymer comprises structural units of the formulas (S1-VIII) and the formula (Si-IX)
  • a very particularly preferred amino-functionalized silicone polymer is known under the name Amodimethicone / Morpholinomethyl Silsesquioxane Copolymer and is commercially available from Wacker in the form of the raw material Belsil ADM 8301 E.
  • the 4-morpholinomethyl-substituted silicone that can be used is a silicone which has structural units of the formulas (Si-VIII), (Si-IX) and (Si-X) in which
  • R1 is -CH 3 , -OH, -OCH3, -O-CH2CH3, -O-CH2CH2CH3, or -0-CH (CH 3 ) 2;
  • R2 stands for -CH3, -OH, or -OCH3.
  • Particularly preferred agents (a) according to the invention contain at least one 4-morpholinomethyl-substituted silicone of the formula (Si-Xl)
  • R1 is -CH 3 , -OH, -OCH3, -O-CH2CH3, -O-CH2CH2CH3, or -O-OH (OH 3 ) 2 ;
  • R2 stands for -CH3, -OH, or -OCH3.
  • B represents a group -OH, -0-Si (CH3) 3, -0-Si (CH 3 ) 2 0H, -0-Si (CH 3 ) 2 0CH3,
  • D stands for a group -H, -Si (CH3) 3, -Si (CH 3 ) 2 0H, -Si (CH 3 ) 2 0CH 3 , a, b and c independently of one another stand for integers between 0 and 1000, with the
  • Structural formula (Si-Xl) is intended to make it clear that the siloxane groups n and m do not necessarily have to be bound directly to an end group B or D, respectively. Rather, in preferred formulas (Si-VI) a> 0 or b> 0 and in particularly preferred formulas (Si-VI) a> 0 and c> 0, ie the terminal grouping B or D is preferably attached to a dimethylsiloxy grouping bound. In formula (Si-VI) too, the siloxane units a, b, c, m and n are preferably distributed randomly.
  • the agent according to the invention contains the amino-functionalized silicone polymer (s) (a1) in certain quantity ranges. Particularly good results could be obtained when the agent - based on the total weight of the agent - in a total amount of 0.1 to 8.0% by weight, preferably 0.2 to 5.0% by weight, more preferably of 0.3 to 3.0% by weight and very particularly preferably from 0.4 to 2.5% by weight.
  • an agent according to the invention is characterized in that - based on the total weight of the agent - it contains one or more amino-functionalized silicone polymers (a1) in a total amount of 0.1 to 8.0% by weight, preferably 0 , 2 to 5.0% by weight, more preferably from 0.3 to 3.0% by weight and very particularly preferably from 0.4 to 2.5% by weight. coloring compounds (a2)
  • the agent according to the invention contains at least one coloring compound (a2) as a second essential component.
  • coloring compounds are understood to mean substances which are capable of imparting coloring to the keratin material.
  • Particularly suitable coloring compounds can be selected from the group of pigments, substantive dyes, photochromic dyes and thermochromic dyes.
  • an agent according to the invention is characterized in that it contains at least one coloring compound (a2) from the group of pigments, substantive dyes, photochromic dyes and thermochromic dyes.
  • Pigments in the context of the present invention are understood to mean coloring compounds which at 25 ° C. in water have a solubility of less than 0.5 g / L, preferably less than 0.1 g / L, even more preferably less than 0, 05 g / L.
  • the water solubility can be achieved, for example, by means of the method described below: 0.5 g of the pigment is weighed out in a beaker. A stir fry is added. Then one liter of distilled water is added. This mixture is heated to 25 ° C. for one hour while stirring on a magnetic stirrer. If undissolved constituents of the pigment are still visible in the mixture after this period, the solubility of the pigment is below 0.5 g / L.
  • the mixture is filtered. If a proportion of undissolved pigments remains on the filter paper, the solubility of the pigment is below 0.5 g / L.
  • Suitable color pigments can be of inorganic and / or organic origin.
  • an agent according to the invention is characterized in that it contains at least one coloring compound (a2) from the group of inorganic and / or organic pigments.
  • Preferred color pigments are selected from synthetic or natural inorganic pigments.
  • Inorganic color pigments of natural origin can be made from chalk, ocher, umber, green earth, burnt Terra di Siena or graphite, for example.
  • black pigments such as. B. iron oxide black, colored pigments such. B. ultramarine or iron oxide red and fluorescent or phosphorescent pigments can be used.
  • Colored metal oxides, hydroxides and oxide hydrates, mixed-phase pigments, sulfur-containing silicates, silicates, metal sulfides, complex metal cyanides, metal sulfates, metal chromates and / or metal molybdates are particularly suitable.
  • Particularly preferred color pigments are black iron oxide (CI 77499), yellow iron oxide (CI 77492), red and brown iron oxide (CI 77491), manganese violet (CI 77742), ultramarine (sodium aluminum sulfosilicates, CI 77007, pigment blue 29), chromium oxide hydrate (CI77289), iron blue (Ferric Ferrocyanide, CI77510 ) and / or carmine (cochineal).
  • Color pigments which are likewise particularly preferred according to the invention are colored pearlescent pigments. These are usually based on mica and / or mica and can be coated with one or more metal oxides. Mica is one of the layered silicates. The most important representatives of these silicates are muscovite, phlogopite, paragonite, biotite, lepidolite and margarite. To produce the pearlescent pigments in conjunction with metal oxides, the mica, predominantly muscovite or phlogopite, is coated with a metal oxide.
  • synthetic mica coated with one or more metal oxide (s) can also be used as the pearlescent pigment.
  • Particularly preferred pearlescent pigments are based on natural or synthetic mica (mica) and are coated with one or more of the aforementioned metal oxides. The color of the respective pigments can be varied by varying the layer thickness of the metal oxide (s).
  • an agent according to the invention is characterized in that it contains at least one coloring compound (a2) from the group of inorganic pigments, which is preferably selected from the group of colored metal oxides, metal hydroxides, metal oxide hydrates, silicates, metal sulfides, complex metal cyanides , Metal sulfates, bronze pigments and / or from colored pigments based on mica or mica, which are coated with at least one metal oxide and / or a metal oxychloride.
  • a2 from the group of inorganic pigments, which is preferably selected from the group of colored metal oxides, metal hydroxides, metal oxide hydrates, silicates, metal sulfides, complex metal cyanides , Metal sulfates, bronze pigments and / or from colored pigments based on mica or mica, which are coated with at least one metal oxide and / or a metal oxychloride.
  • an agent according to the invention is characterized in that it (a) contains at least one coloring compound (a2) from the group of pigments, which is selected from pigments based on mica or mica, which are mixed with one or more metal oxides from Group of titanium dioxide (CI 77891), black iron oxide (CI 77499), yellow iron oxide (CI 77492), red and / or brown iron oxide (CI 77491, CI 77499), manganese violet (CI 77742), ultramarines (sodium aluminum sulfosilicates, CI 77007 , Pigment Blue 29), chromium oxide hydrate (CI 77289), chromium oxide (CI 77288) and / or iron blue (Ferric Ferrocyanide, CI 77510) are coated.
  • CI 77891 titanium dioxide
  • black iron oxide (CI 77499) black iron oxide
  • CI 77492 yellow iron oxide
  • red and / or brown iron oxide CI 77491, CI 77499
  • manganese violet
  • color pigments are commercially available, for example, under the trade names Rona®, Colorona®, Xirona®, Dichrona® and Timiron® from Merck, Ariabel® and Unipure® from Sensient, Prestige® from Eckart Cosmetic Colors and Sunshine® available from Sunstar.
  • Particularly preferred color pigments with the trade name Colorona® are, for example:
  • color pigments with the trade name Unipure® are, for example:
  • the agent according to the invention can also contain one or more coloring compounds (a2) from the group of organic pigments
  • the organic pigments according to the invention are correspondingly insoluble, organic dyes or color lakes, for example from the group of nitroso, nitro, azo, xanthene, anthraquinone, isoindolinone, isoindoline, quinacridone, perinone, perylene -, Diketopyrrolopyorrole, indigo, thioindido, dioxazine, and / or triarylmethane compounds can be selected.
  • Particularly suitable organic pigments are, for example, carmine, quinacridone, phthalocyanine, sorghum, blue pigments with the color index numbers CI 42090, CI 69800, CI 69825, CI 73000, CI 74100, CI 74160, yellow pigments with the color index numbers CI 11680 , CI 11710, CI 15985, CI 19140, CI 20040, CI 21100, CI 21108, CI 47000, CI 47005, green pigments with the color index numbers CI 61565, CI 61570, CI 74260, orange pigments with the color index numbers CI 11725 , CI 15510, CI 45370, CI 71105, red pigments with the color index numbers CI 12085, CI 12120, CI 12370, CI 12420, CI 12490, CI 14700, CI 15525, CI 15580, CI 15620, CI 15630, CI 15800
  • an agent according to the invention is characterized in that it contains at least one coloring compound (a2) from the group of organic pigments, which is preferably selected from the group of carmine, quinacridone, phthalocyanine, sorghum, blue pigments with the color Index numbers CI 42090, CI 69800, CI 69825, CI 73000, CI 74100, CI 74160, yellow pigments with the color index numbers CI 11680, CI 11710, CI 15985, CI 19140, CI 20040, CI 21100, CI 21108, CI 47000, CI 47005, green pigments with the color index numbers CI 61565, CI 61570, CI 74260, orange pigments with the color index numbers CI 11725, CI 15510, CI 45370, CI 71105, red pigments with the color index numbers CI 12085, CI 12120, CI 12370, CI 12420, CI 12490
  • a2 from the
  • the organic pigment can also be a colored lacquer.
  • the term colored lacquer is understood to mean particles which comprise a layer of absorbed dyes, the unit of particles and dye being insoluble under the above-mentioned conditions.
  • the particles can be, for example, inorganic substrates, which can be aluminum, silica, calcium borosilicate, calcium aluminum borosilicate or also aluminum.
  • the alizarin color varnish for example, can be used as the color varnish.
  • the use of the aforementioned pigments in agent (a) is very particularly preferred. It is also preferred if the pigments used have a certain particle size. It is therefore advantageous according to the invention if the at least one pigment has an average particle size D 50 of 1.0 to 50 ⁇ m, preferably 5.0 to 45 ⁇ m, more preferably 10 to 40 ⁇ m, in particular 14 to 30 ⁇ m.
  • the mean particle size Dso can be determined using dynamic light scattering (DLS), for example.
  • the coloring compounds (a2) represent the second essential element of the agent according to the invention and are preferably used in certain quantity ranges in the agent.
  • the agent - based on the total weight of the agent - contains one or more pigments (a2) in a total amount of 0.01 to 10.0% by weight, preferably 0.1 to 5.0% by weight. -%, more preferably from 0.2 to 2.5% by weight and very particularly preferably from 0.25 to 1.5% by weight.
  • an agent according to the invention is characterized in that the agent - based on the total weight of the agent - contains one or more pigments (a2) in a total amount of 0.01 to 10.0% by weight, preferably 0 .1 to 5.0% by weight, more preferably from 0.2 to 2.5% by weight and very particularly preferably from 0.25 to 1.5% by weight.
  • the agents according to the invention can also contain one or more substantive dyes as coloring compounds (a2).
  • Substantive dyes are dyes that are absorbed directly onto the hair and do not require an oxidative process to develop the color.
  • Substantive dyes are usually nitrophenylenediamines, nitroaminophenols, azo dyes, anthraquinones, triarylmethane dyes or indophenols.
  • the substantive dyes for the purposes of the present invention have a solubility in water (760 mmHg) at 25 ° C. of more than 0.5 g / L and are therefore not to be regarded as pigments.
  • the substantive dyes preferably have a solubility in water (760 mmHg) at 25 ° C. of more than 1.0 g / l.
  • Substantive dyes can be divided into anionic, cationic and nonionic substantive dyes.
  • a method according to the invention is characterized in that the agent (a) contains at least one coloring compound (a2) from the group of anionic, nonionic and cationic substantive dyes.
  • Suitable cationic substantive dyes are, for example, Basic Blue 7, Basic Blue 26, HC Blue 16, Basic Violet 2 and Basic Violet 14, Basic Yellow 57, Basic Red 76, Basic Blue 16, Basic Blue 347 (Cationic Blue 347 / Dystar), HC Blue No. 16, Basic Blue 99, Basic Brown 16, Basic Brown 17, Basic Yellow 57, Basic Yellow 87, Basic Orange 31, Basic Red 51 Basic Red 76.
  • Nonionic nitro and quinone dyes and neutral azo dyes can be used, for example, as nonionic substantive dyes.
  • Suitable nonionic substantive dyes are those under the international names or trade names HC Yellow 2, HC Yellow 4, HC Yellow 5, HC Yellow 6, HC Yellow 12, HC Orange 1, Disperse Orange 3, HC Red 1, HC Red 3, HC Red 10, HC Red 11, HC Red 13, HC Red BN, HC Blue 2, HC Blue 11, HC Blue 12, Disperse Blue 3, HC Violet 1, Disperse Violet 1, Disperse Violet 4, Disperse Black 9 known compounds, as well 1,4-diamino-2-nitrobenzene, 2-amino-4-nitrophenol, 1,4-bis- (2-hydroxyethyl) -amino-2-nitrobenzene, 3-nitro-4- (2-hydroxyethyl) -aminophenol, 2- (2-
  • Acid dyes are taken to mean substantive dyes which contain at least one carboxylic acid group (-COOH) and / or a sulfonic acid group (-SO3H).
  • -COOH carboxylic acid group
  • -SO3H sulfonic acid group
  • the protonated forms (-COOH, -SO3H) of the carboxylic acid or sulfonic acid groups are in equilibrium with their deprotonated forms (-COO-, -SO3 present). The proportion of protonated forms increases with decreasing pH.
  • the carboxylic acid groups or sulfonic acid groups are in deprotonated form and are neutralized with corresponding stoichiometric equivalents of cations to maintain electrical neutrality.
  • Acid dyes according to the invention can also be used in the form of their sodium salts and / or their potassium salts.
  • the acid dyes for the purposes of the present invention have a solubility in water (760 mmHg) at 25 ° C. of more than 0.5 g / L and are therefore not to be regarded as pigments.
  • the acid dyes preferably have a solubility in water (760 mmHg) at 25 ° C. of more than 1.0 g / l.
  • alkaline earth salts such as calcium salts and magnesium salts
  • aluminum salts of acid dyes often have poorer solubility than the corresponding alkali salts. If the solubility of these salts is below 0.5 g / L (25 ° C, 760 mmHg), they do not fall under the definition of a substantive dye.
  • acid dyes are their ability to form anionic charges, the carboxylic acid or sulfonic acid groups responsible for this usually being linked to different chromophoric systems.
  • Suitable chromophoric systems are found, for example, in the structures of nitrophenylenediamines, nitroaminophenols, azo dyes, anthraquinone dyes, triarylmethane dyes, xanthene dyes, rhodamine dyes, oxazine dyes and / or indophenol dyes.
  • a method for dyeing keratinic material is characterized in that the agent (a) contains at least one anionic substantive dye selected from the group consisting of nitrophenylenediamines, nitroaminophenols, azo dyes, anthraquinone dyes and triarylmethane dyes , the xanthene dyes, the rhodamine dyes, the oxazine dyes and / or the indophenol dyes, the dyes from the aforementioned group each having at least one carboxylic acid group (-COOH), a sodium carboxylate group (-COONa), a potassium carboxylate group (-COOK), a Sulphonic acid group (-SO3H) have a sodium sulphonate group (-SOsNa) and / or a potassium sulphonate group (-SO3K).
  • the agent (a) contains at least one anionic substantive dye selected from the group consisting of nitrophenylenediamines, nitroamino
  • Suitable acid dyes are, for example, one or more compounds from the following group: Acid Yellow 1 (D&C Yellow 7, Citronin A, Ext. D&C Yellow No. 7, Japan Yellow 403, C1 10316, COLIPA No. B001), Acid Yellow 3 (COLIPA n °: C 54, D&C Yellow N ° 10, Quinoline Yellow, E104, Food Yellow 13), Acid Yellow 9 (C1 13015), Acid Yellow 17 (C1 18965), Acid Yellow 23 (COLIPA n ° C 29, Covacap Jaune W 1100 (LCW), Sicovit Tartrazine 85 E 102 (BASF), Tartrazine, Food Yellow 4, Japan Yellow 4, FD&C Yellow No.
  • Acid Yellow 1 D&C Yellow 7, Citronin A, Ext. D&C Yellow No. 7, Japan Yellow 403, C1 10316, COLIPA No. B001
  • Acid Yellow 3 (COLIPA n °: C 54, D&C Yellow N ° 10, Quinoline Yellow, E104, Food Yellow 13), Acid Yellow 9 (C1 130
  • Acid Yellow 36 (CI 13065), Acid Yellow 121 (CI 18690), Acid Orange 6 (CI 14270), Acid Orange 7 (2-Naphthol orange, Orange II, CI 15510, D&C Orange 4, COLIPA n ° C015), Acid Orange 10 (Cl 16230; Orange G sodium salt), Acid Orange 11 (CI 45370), Acid Orange 15 (CI 50120 ), Acid Orange 20 (CI 14600), Acid Orange 24 (BROWN 1; CI 20170; KATSU201; nosodiumsalt; Brown No.201; RESORCIN BROWN; ACID ORANGE 24; Japan Brown 201; D&C Brown No.1), Acid Red 14 (Cl14720), Acid Red 18 (E124, Red 18; CI 16255), Acid Red 27 (E 123, CI 16185, C-Red 46, Echtrot D, FD&C Red No.
  • Acid Red 33 (Red 33, Fuchsia Red, D&C Red 33, CI 17200), Acid Red 35 (CI Cl18065), Acid Red 51 (CI 45430, Pyrosin B, Tetraiodofluorescein, Eosin J, lode osin), Acid Red 52 (CI 45100, Food Red 106, Solar Rhodamine B, Acid Rhodamine B, Red n ° 106 Pontacyl Brilliant Pink), Acid Red 73 (CI CI 27290), Acid Red 87 (Eosin, CI 45380), Acid Red 92 (COLIPA n ° C53, CI 45410), Acid Red 95 (CI 45425, Erythtosine.Simacid Erythrosine Y), Acid Red 184 (CI 15685), Acid Red 195, Acid Violet 43 (Jarocol Violet 43, Ext.
  • Acid Green 50 (Brillantklare indispensable BS, Cl 44090, Acid Brilliant Green BS, E 142), Acid Black 1 (Black n ° 401, Naphthalene Black 10B, Amido Black 10B, CI 20470, COLIPA n ° B15), Acid Black 52 (CI 15711), Food Yellow 8 (CI 14270), Food Blue 5, D&C Yellow 8, D&C Green 5, D&C Orange 10, D&C Orange 11, D&C Red 21, D&C Red 27, D&C Red 33, D&C Violet 2 and / or D&C Brown 1.
  • the water solubility of the anionic substantive dyes can be determined, for example, in the following way. 0.1 g of the anionic substantive dye are placed in a beaker. A stir bar is added. Then 100 ml of water are added. This mixture is heated to 25 ° C. on a magnetic stirrer while stirring. It is stirred for 60 minutes. The aqueous mixture is then assessed visually. If there are still undissolved residues, the amount of water is increased - for example in steps of 10 ml. Water is added until the amount of dye used has completely dissolved. If the dye-water mixture cannot be assessed visually due to the high intensity of the dye, the mixture is filtered.
  • Acid Yellow 1 is called 8-hydroxy-5,7-dinitro-2-naphthalenesulfonic acid disodium salt and has a solubility in water of at least 40 g / L (25 ° C).
  • Acid Yellow 3 is a mixture of the sodium salts of mono- and sisulfonic acids of 2- (2-quinolyl) -1 H-indene-1,3 (2H) -dione and has a water solubility of 20 g / L (25 ° C).
  • Acid Yellow 9 is the disodium salt of 8-hydroxy-5,7-dinitro-2-naphthalenesulfonic acid, its water solubility is above 40 g / L (25 ° C).
  • Acid Yellow 23 is the trisodium salt of 4,5-dihydro-5-oxo-1- (4-sulfophenyl) -4 - ((4-sulfophenyl) azo) - 1 H-pyrazole-3-carboxylic acid and at 25 ° C well in Water soluble.
  • Acid Orange 7 is the sodium salt of 4 - [(2-Hydroxy-1-naphthyl) azo] benzene sulfonate. Its water solubility is more than 7 g / L (25 ° C).
  • Acid Red 18 is the trinity salt of 7-hydroxy-8 - [(E) - (4-sulfonato-1-naphthyl) -diazenyl)] - 1,3-naphthalenedisulfonate and has a very high solubility in water of more than 20 wt. %.
  • Acid Red 33 is the diantrium salt of 5-amino-4-hydroxy-3- (phenylazo) -naphthalene-2,7-disulphonate, its water solubility is 2.5 g / L (25 ° C).
  • Acid Red 92 is the disodium salt of 3, 4, 5, 6-tetrachloro-2- (1, 4,5,8-tetrabromo-6-hydroxy-3-oxoxanthen-9-yl) benzoic acid, its water solubility is specified with more than 10 g / L (25 ° C).
  • Acid Blue 9 is the disodium salt of 2 - ( ⁇ 4- [N-ethyl (3-sulfonatobenzyl] amino] phenyl ⁇ ⁇ 4 - [(N-ethyl (3-sulfonatobenzyl) imino] -2,5-cyclohexadiene-1- ylidene ⁇ methyl) benzene sulfonate and has a water solubility of more than 20% by weight (25 ° C).
  • an agent according to the invention is therefore characterized in that it contains at least one substantive dye (a2) selected from the group consisting of Acid Yellow 1, Acid Yellow 3, Acid Yellow 9, Acid Yellow 17, Acid Yellow 23, Acid Yellow 36, Acid Yellow 121, Acid Orange 6, Acid Orange 7, Acid Orange 10, Acid Orange 11, Acid Orange 15, Acid Orange 20, Acid Orange 24, Acid Red 14, Acid Red, Acid Red 27, Acid Red 33, Acid Red 35, Acid Red 51, Acid Red 52, Acid Red 73, Acid Red 87, Acid Red 92, Acid Red 95, Acid Red 184, Acid Red 195, Acid Violet 43, Acid Violet 49, Acid Violet 50, Acid Blue 1, Acid Blue 3, Acid Blue 7, Acid Blue 104, Acid Blue 9, Acid Blue 62, Acid Blue 74, Acid Blue 80, Acid Green 3, Acid Green 5, Acid Green 9, Acid Green 22, Acid Green 25, Acid Green 50, Acid Black 1, Acid Black 52, Food Yellow 8, Food Blue 5, D&C Yellow 8, D&C Green 5, D&C Orange 10, D&C Orange 11, D&C Red 21, D&C Red 27, D&C Red 33, D&C Violet2 and / or D
  • the substantive dye (s) can be used in various amounts on average, depending on the desired color intensity. Good results could be obtained if the agent - based on the total weight of the agent - contains one or more substantive dyes (a2) in a total amount of from 0.01 to 10.0% by weight, preferably from 0.1 to 8.0 % By weight, more preferably from 0.2 to 6.0% by weight and very particularly preferably from 0.5 to 4.5% by weight. Furthermore, the agent can also contain at least one photochromic or thermochromic dye as the coloring compound (a2).
  • Photochromic dyes are dyes that react to exposure to UV light (sunlight or black light) with a reversible change in color.
  • the UV light changes the chemical structure of the dyes and thus their absorption behavior (photochromism).
  • Thermochromic dyes are dyes that react to changes in temperature with a reversible change in color. The change in temperature changes the chemical structure of the dyes and thus their absorption behavior (thermochromism).
  • the agent can further contain one or more photochromic dyes (a2) in a total amount of 0.01 to 10.0% by weight, preferably 0.1 to 8.0% by weight preferably from 0.2 to 6.0% by weight and very particularly preferably from 0.5 to 4.5% by weight
  • the agents according to the invention contain at least one adduct of ethylene oxide with the esters of C 2 -C 24 fatty acids and aliphatic C 1 -C 12 alcohols.
  • esters of C 2 -C 24 fatty acids and aliphatic C 1 -C 2 alcohols (a3) can also be referred to for short as ethoxylated fatty acid esters (a3).
  • the ethoxylated fatty acid esters (a3) are based on Ci 2 -C 24 fatty acids. These C 2 -C 24 fatty acids according to the invention are linear or branched, saturated or mono- or polyunsaturated fatty acids which can also carry one or more hydroxyl groups.
  • the Ci 2 -C 24 fatty acids according to the invention are characterized in that they contain 12 to 24 carbon atoms. Furthermore, the Ci 2 -C 24 fatty acids carry at least one carboxylic acid group. This carboxylic acid group either forms an ester with the aliphatic C1-C12 alcohols, or it forms an adduct with ethylene oxide, this adduct then reacting further with an aliphatic C1-C12 alcohol.
  • one or more fatty acids selected from the group consisting of dodecanoic acid (lauric acid), tetradecanoic acid (myristic acid), hexadecanoic acid (palmitic acid), tetracosanoic acid (lignoceric acid), octadecanoic acid (stearic acid), Eicosanoic acid (arachidic acid), docosanoic acid (behenic acid), petroselinic acid [(Z) -6-octadecenoic acid], palmitoleic acid [(9Z) - hexadec-9-enoic acid], oleic acid [(9Z) -octadec-9-enoic acid], elaidic acid [( 9E) -Octadec-9-enoic acid], Erucic acid [(13Z) -Docos-13-enoic acid],
  • the ethoxylated fatty acid esters (a3) represent addition products of ethylene oxide with the esters of the previously described Ci 2 -C 24 fatty acids and aliphatic Ci-Ci2 alcohols.
  • a characteristic of the Ci-Ci2 alcohols is that they have 1 to 12 carbon atoms include.
  • the alcohols are aliphatic and can be linear or branched, saturated or mono- or polyunsaturated.
  • the corresponding Ci-Ci2 alcohols can be monohydric or polyhydric alcohols, ie the alcohols can have one or more hydroxyl groups.
  • Ci-Ci2 alcohols have a hydroxyl group.
  • suitable representatives that can be mentioned are methanol, ethanol, n-propanol, iso-propanol, n-butanol, n-pentanol, n-hexanol, n-octanol, n-decanol and n-dodecanol.
  • Ci-Ci2 alcohols have two hydroxyl groups. Suitable representatives include, for example, 1,2-ethanediol, 1,2-propanediol, 1,3-propanediol, 1,4-butanediol, 1,5-pentanediol, 1,2-hexanediol, 1,6-hexanediol, 1,2 -Octanediol, 1,8-octanediol are mentioned.
  • one or both hydroxyl groups can form an ester group with the Ci 2 -C 24 fatty acid or acids.
  • One or more moles of ethylene oxide can also attach to the free hydroxyl group.
  • Trivalent Ci-Ci2 alcohols have three hydroxyl groups.
  • Glycerin can be named as a suitable representative, for example.
  • Ci-Ci2 alcohols are used to form the esters, one, both or all three hydroxyl groups can form an ester group with the Ci 2 -C 24 fatty acid or acids.
  • One or more moles of ethylene oxide can also attach to the free hydroxyl group (s).
  • a corresponding addition product of ethylene oxide with the esters of Ci 2 -C 24 fatty acids and aliphatic Ci-Ci2 alcohols is formed when the Ci 2 -C 24 fatty acid itself or the ester already formed from it with ethylene oxide (alternative name 1 , 2-epoxyethane, CAS number 75-21-8) is implemented.
  • an adduct can initially be formed starting from the carboxylic acid grouping of the Ci 2 -C 24 fatty acid and the ethylene oxide form, so that a grouping * -C (0) -0-CH 2 -CH 2 -0- * is formed. This grouping is also an ester. If one mole of ethylene oxide is reacted per mole of fatty acid, a simple adduct with a * -CH2-CH2-0- * unit is formed.
  • this adduct can then also be reacted with at least one C1-C12 alcohol.
  • the positions marked with an asterisk represent the bond to the remaining part of the fatty acid and the bond to the remaining part of the alcohol.
  • this type of addition products of ethylene oxide with the esters of C12-C24 fatty acids and aliphatic Ci-Ci2 alcohols (a3) is such that one or more -O-CH2-CH2- units are located between the carbonyl group of the fatty acid and the oxygen atom of the alcohol.
  • Another type of addition products of ethylene oxide with the esters of Ci 2 -C 24 fatty acids and aliphatic Ci-Ci2 alcohols occurs when an ester is reacted with ethylene oxide, this ester being esterified by a Ci 2 -Ci 4 fatty acid with at least one hydroxyl group was obtained with a Ci-Ci2 alcohol.
  • castor oleic acid ((9Z, 12R) -12-hydroxy-9-octadecenoic acid) can first be esterified with methanol, ethanol or glycerol. When these adducts are formed, the ethylene oxide is now attached to the hydroxyl group of castor oleic acid and / or to the hydroxyl groups still free of glycerol.
  • a * -CH2-CH2-0- * unit can be added to the hydroxyl group of castor oleic acid.
  • multiple adducts can also form, with several * -CH 2 -CH 2 -0- * units being added to each hydroxy group of the fatty acid, and / or with each free one Hydroxy group of the glycerol several units * -CH2- CH2-O- * were added.
  • an agent according to the invention is characterized in that it (a3) contains at least one adduct of ethylene oxide with an ester which is obtained by esterification of one, two or three Ci 2 -C 24 fatty acids with glycerol.
  • the compounds of the general formula (EFA-I) represent a particularly suitable group of ethoxylated fatty acid esters (a3).
  • an agent according to the invention is characterized in that it
  • (a3) contains at least one ethoxylated fatty acid ester of the general formula (EFA-I) (EFA-I) where
  • R1, R2, R3 independently of one another represent a grouping - (CH 2 -CH 2 -0) -H, or a grouping of the general formula (EFA-I I),
  • At least one of the radicals R1, R2, R3 represents a grouping of the general formula (EFA-II), and that
  • At least one of the index numbers for v, n and / or q represent a number other than 0.
  • the compounds of the formula (EFA-I) are based on the Ci-Ci2 alcohol glycerol, which bears the radicals R1, R2 and R3.
  • the radicals R1, R2 and R3 can be chosen independently of one another.
  • the substituents in the radicals R1, R2 and R3 can each be chosen independently of one another.
  • R1, R2, R3 independently of one another represent a grouping - (CH 2 —CH 2 —O) vH, or a grouping of the general formula (EFA-II).
  • the index number v can stand for an integer from 0 to 100.
  • radical R1 stands for a compound of the formula (EFA-II)
  • the other two radicals R2 and R3 each independently represent a grouping - (CH 2 —CH 2 —0) vH.
  • the index number v can be chosen independently of the other radical.
  • the stipulation that at least one index number v, n and / or q stands for a number other than 0 ensures that the compound of the formula (EFA-I) is in the form of an ethoxylated fatty acid ester.
  • R1, R2 and R3 stand for a compound of the formula (EFA-II)
  • the remaining radical stands for a - (CH 2 —CH 2 —O) —H group.
  • the index numbers can be selected independently of the index numbers of the other formula (EFA-II).
  • the remainder of R1, R2 and R3 stands for the grouping - (CH 2 -CH 2 -0) vH.
  • the index numbers can be selected independently of the index numbers of the other formula (EFA-II). In this case there is no index number v. In this case, too, the stipulation applies that at least one index number v, n and / or q stands for a number other than 0. Since the index number v in However, if this embodiment does not exist, this means that at least one of the existing index numbers n and / or q must stand for a number other than 0.
  • index numbers n, m, o, p, q, r and s can be selected in each structural unit of the formula (EFA-II) independently of the other structural units.
  • the index number n stands for an integer from 0 to 100.
  • the index number r stands for an integer from 1 to 100.
  • n and r indicate the number of ethylene oxide units in each structural unit of the formula (EFA-II).
  • the index number m stands for an integer from 1 to 8.
  • the index number o stands for an integer from 0 to 3.
  • the index number p stands for an integer from 1 to 8.
  • the index number q stands for the number 0 or 1.
  • the index number s stands for an integer from 1 to 8.
  • index numbers m, o, p, q and s define the length of the Ci 2 -C 24 fatty acid, which must also be met here that all index numbers are chosen so that the structural unit of the formula (EFA-II) is different from one Ci 2 -C 24 fatty acid derived.
  • n is the number 0 m is an integer from 1 to 8
  • o is the number 0 or 1
  • p is an integer from 1 to 8
  • q is the number 1
  • r is an integer from 1 to 100
  • s is an integer from 1 to 8.
  • an agent according to the invention is characterized in that it
  • (a3) contains at least one ethoxylated fatty acid ester of the general formula (EFA-I) where
  • ESA-I I EAA-I I
  • n is the number 0, m is an integer from 1 to 8, o is the number 0 or 1, preferably the number 0, p is an integer from 1 to 8 stands, q stands for the number 1, r stands for an integer from 1 to 100, and s stands for an integer from 1 to 8.
  • index numbers m, o, p, q and s again define the length of the Ci 2 -C 24 fatty acid, with the stipulation here that all index numbers are chosen so that the structural unit of the formula (EFA-I I) derived from a Ci 2 -C 24 fatty acid.
  • the ethoxylated fatty acid esters (a3) have proven to be particularly well suited for solving the problem according to the invention, which are selected from the group of PEG-5 Hydrogenated Castor Oil, PEG-10 Hydrogenated Castor Oil, PEG-20 Hydrogenated Castor Oil, PEG -30 Hydrogenated Castor Oil, PEG-40 Hydrogenated Castor Oil, PEG-50 Hydrogenated Castor Oil, PEG-60 Hydrogenated Castor Oil, PEG-70 Hydrogenated Castor Oil, PEG-80 Hydrogenated Castor Oil, PEG-90 Hydrogenated Castor Oil, PEG-100 Hydrogenated Castor Oil, PEG-5 Castor Oil, PEG-10 Castor Oil , PEG-20 Castor Oil, PEG-30 Castor Oil, PEG-40 Castor Oil, PEG-50 Castor Oil, PEG-60 Castor Oil, PEG-70 Castor Oil, PEG-70 Castor Oil, PEG-80 Castor Oil, PEG -90 Castor Oil and PEG-100 Castor Oil.
  • an agent according to the invention is characterized in that it
  • (a3) contains at least one ethoxylated fatty acid ester selected from the group consisting of PEG-5 Hydrogenated Castor Oil, PEG-10 Hydrogenated Castor Oil, PEG-20 Hydrogenated Castor Oil, PEG-30 Hydrogenated Castor Oil, PEG-40 Hydrogenated Castor Oil , PEG-50 Hydrogenated Castor Oil, PEG-60 Hydrogenated Castor Oil, PEG-70 Hydrogenated Castor Oil, PEG-80 Hydrogenated Castor Oil, PEG-90 Hydrogenated Castor Oil, PEG-100 Hydrogenated Castor Oil, PEG-5 Castor Oil, PEG -10 Castor Oil, PEG-20 Castor Oil, PEG-30 Castor Oil, PEG-40 Castor Oil, PEG-50 Castor Oil, PEG-60 Castor Oil, PEG-70 Castor Oil, PEG-70 Castor Oil, PEG-80 Castor Oil, PEG-90 Castor Oil, and PEG-100 Castor Oil.
  • PEG-5 Hydrogenated Castor Oil PEG-10 Hydrogenated Castor Oil, PEG
  • PEG-60 Hydrogenated Castor Oil (a3) is preferred.
  • PEG-60 Hydrogenated Castor Oil has the CAS number 61788-85-0 and can alternatively be referred to as Castor oil, hydrogenated, ethoxylated (60 EO). It can be obtained commercially, for example, from BASF under the trade name Eumulgin CO 60.
  • ethoxylated fatty alcohols of general formula (EFA-I) (a3) have proven to be very particularly suitable, where
  • R1, R2, R3 independently of one another represent a hydrogen atom, a grouping - (CH 2 -CH 2 -0) -H, or a grouping of the general formula (EFA-II),
  • At least one of the radicals R1, R2, R3 represents a grouping of the general formula (II), and that
  • an agent according to the invention is characterized in that it
  • (a3) contains at least one ethoxylated fatty acid ester of the general formula (EFA-I) where
  • R1, R2, R3 independently of one another for a hydrogen atom, for a grouping -
  • At least one of the radicals R1, R2, R3 represents a grouping of the general formula (II), and that
  • the other two radicals R2 and R3 each independently represent a grouping - (CH 2 —CH 2 —0) vH.
  • the index number v can be chosen independently of the other radical. Since the index number q stands for 0, there is no grouping that carries the index number r.
  • the stipulation that at least one index number v and / or n stands for a number other than 0 ensures that the compound of the formula (EFA-I) is in the form of an ethoxylated fatty acid ester.
  • R1, R2 and R3 stand for a compound of the formula (EFA-II)
  • the remaining radical stands for a - (CH 2 —CH 2 —O) —H group.
  • the index numbers can be selected independently of the index numbers of the other formula (EFA-II).
  • the remainder of R1, R2 and R3 stands for the grouping - (CH 2 -CH 2 -0) vH.
  • index number q stands for 0
  • index number r there is no grouping that carries the index number r.
  • the stipulation that at least one index number v and / or n stands for a number other than 0 ensures that the compound of the formula (EFA-I) is in the form of an ethoxylated fatty acid ester.
  • the index numbers can be selected independently of the index numbers of the other formula (EFA-II). In this case there is no index number v. Since the index number q stands for 0, there is no grouping that carries the index number r. In this case, too, the stipulation applies that at least one index number v and / or n stands for a number not equal to 0. However, since the index number v does not exist in the context of this embodiment, this means that at least one of the existing index numbers n must stand for a number not equal to 0.
  • the index number v stands for an integer from 0 to 100.
  • n stands for an integer from 0 to 100, preferably n stands for an integer from 0 to 10.
  • the index number q stands for the number 0.
  • the number of units * -CH2-CH2-0- * in each structural unit (EFA-II) is therefore specified by the respective index number n.
  • the length of the Ci 2 -C 24 fatty acid is thus defined by the index numbers m, p and s, the prerequisite here again that all index numbers are chosen so that the structural unit of the formula (EFA-II) is derived from a C12-C24 fatty acid.
  • the sum of m, p and s is an integer from 10 to 22.
  • the ethoxylated fatty acid esters (a3) which have been selected from the group of PEG-7 glyceryl monolaurate, PEG-7 glyceryl monomyristate, PEG-7 glyceryl monopalmitate, PEG-7 glyceryl monostearate, and PEG have proven to be particularly suitable for solving the problem according to the invention -7 glyceryl monocaprylate, PEG-7 glyceryl monocaprate, PEG-10 glyceryl monolaurate, PEG-10 glyceryl monopalmitate, PEG-10 glyceryl monopalmitate, PEG-10 glyceryl monostearate, PEG-10 glyceryl monocaprylate, glyceryl monocaprylate, PEG-10 glyceryl monocaprylate, PEG-5 glyceryl monocaprylate, PEG-5 glyceryl monocaprylate, PEG
  • an agent according to the invention is characterized in that it
  • (a3) contains at least one ethoxylated fatty acid ester selected from the group consisting of PEG-7 glyceryl monolaurate, PEG-7 glyceryl monomyristate, PEG-7 glyceryl monopalmitate, PEG-7 glyceryl monostearate, PEG-7 glyceryl monocaprylate, PEG-7 glyceryl monocaprate, PEG-7 glyceryl monocaprate , PEG-10 glyceryl monomyristate, PEG-10 glyceryl monopalmitate, PEG-10 glyceryl monostearate, PEG-10 glyceryl monocaprylate, PEG-10 glyceryl monocaprate, PEG-5 glyceryl monolaurate, PEG-5 glyceryl monopalmitate, PEG-5 glyceryl monapomyristate, PEG-5 glyceryl monopalmitate, PEG-5 glyceryl monopearryl with PEG-5 gly
  • PEG-7 Glyceryl trimyristate PEG-7 glyceryl tripalmitate, PEG-7 glyceryl tristearate, PEG-7 glyceryl tricaprylate, PEG-7 glyceryl tricaprate, PEG-10 glyceryl trilaurate, PEG-10 Glyceryl trimyristate, PEG-10 glyceryl tripalmitate, PEG-10 glyceryl tristearate, PEG-10 glyceryl tricaprylate, PEG-10 glyceryl tricaprylate, PEG-5 glyceryl Itrila urate, PEG-5 glyceryl trimyristate, PEG-5 glyceryl tripal with PEG-5 glyceryl tripal with Glyceryl tricaprylate, PEG-5 glyceryl tricaprate, PEG-7 glyceryl cocoate and mixtures thereof.
  • PEG-7 Glyceryl Cocoate which has the CAS number 68553-02-6 and
  • the ethoxylated fatty acid esters (a3) are particularly preferably used in certain quantity ranges in the agent according to the invention.
  • the agent - based on the total weight of the agent - has one or more ethoxylated fatty acid esters (a3) in a total amount of 0.1 to 20.0% by weight, preferably 0.5 to 15.0% by weight .-%, more preferably from 1.0 to 10.0% by weight and very particularly preferably from 4.0 to 8.0% by weight.
  • an agent according to the invention is characterized in that it contains - based on the total weight of the agent - one or more ethoxylated fatty acid esters (a3) in a total amount of 0.1 to 20.0% by weight, preferably 0.5 to 15.0% by weight, more preferably from 1.0 to 10.0% by weight and very particularly preferably from 4.0 to 8.0% by weight.
  • the agent according to the invention can also contain at least one fat component.
  • the use of at least one fat component means that the agent is in the form of an emulsion which has the optimum viscosity and which has also been found to be advantageous with regard to improving the color intensity.
  • the fat components are hydrophobic substances which, in the presence of water, can form emulsions with the formation of micellar systems.
  • fat components are organic compounds with a solubility in water at room temperature (22 ° C) and atmospheric pressure (760 mmHg) of less than 1% by weight, preferably less than 0.1% by weight Understood.
  • the definition of fat components explicitly includes only uncharged (ie non-ionic) compounds.
  • Fat components have at least one saturated or unsaturated alkyl group with at least 12 carbon atoms.
  • the molecular weight of the fat components is a maximum of 5000 g / mol, preferably a maximum of 2500 g / mol and particularly preferably at a maximum of 1000 g / mol.
  • the fat components are neither ethoxylated nor polyoxyalkylated nor polyglycerylated compounds.
  • fat components (a4) selected from the group of C 2 -C 24 fatty alcohols, which are very particularly preferably Ci 2 -C 24 fatty acid triglycerides, of the C 2 -C 24 monoglyceride -Fettklare-, the C 2 -C 24 -Fatty acid diglycerides and / or the hydrocarbons.
  • an agent according to the invention is characterized in that it contains one or more fatty constituents from the group of the C 2 -C 24 fatty alcohols, the C 2 -C 24 fatty acid triglycerides, the C 2 -C 24 fatty acid monoglycerides, contains C12-C24 fatty acid diglycerides and / or hydrocarbons.
  • Especially preferred fat ingredients are used in this context, the components from the group of C 2 -C 24 fatty alcohols, the C 2 -C 24 fatty acid triglycerides, C12-C24 fatty acid monoglycerides of, the C 2 -C 24 -Fettklarediglyceride and / or understood the hydrocarbons.
  • nonionic substances are explicitly considered as fat components.
  • Charged compounds such as fatty acids and their salts are not understood as a fat component.
  • the Ci 2 -C 24 fatty alcohols can be saturated, mono- or polyunsaturated, linear or branched fatty alcohols with 12 to 24 carbon atoms.
  • Examples of preferred linear saturated C12-C24 fatty alcohols are dodecane-1-ol (dodecyl alcohol, lauryl alcohol), tetradecane-1-ol (tetradecyl alcohol, myristyl alcohol), hexadecane-1-ol (hexadecyl alcohol, cetyl alcohol, palmityl alcohol), Octadecan-1-ol (octadecyl alcohol, stearyl alcohol), arachyl alcohol (eicosan-1-ol), heneicosyl alcohol (heneicosan-1-ol) and / or behenyl alcohol (docosan-1-ol).
  • dodecane-1-ol dodecyl alcohol, lauryl alcohol
  • tetradecane-1-ol tetradecyl alcohol, myristyl alcohol
  • hexadecane-1-ol hexadecyl alcohol, cetyl alcohol, palmityl alcohol
  • Preferred linear, unsaturated fatty alcohols are (9Z) -octadec-9-en-1-ol (oleyl alcohol), (9 E)-octadec-9-en-1-ol (elaidyl alcohol), (9Z, 12Z) -octadeca-9 , 12-dien-1-ol (linoleyl alcohol), (9Z, 12Z, 15Z) -octadeca-9,12,15-trien-1-ol (linolenoyl alcohol), gadoleyl alcohol ((9Z) -Eicos-9-en-1 - ol), arachidonic alcohol ((5Z, 8Z, 11Z, 14Z) -Eicosa-5,8,11, 14-tetraen-1-ol), erucyl alcohol ((13Z) -Docos-13-en-1-ol) and / or brassidyl alcohol ((13E) -docosen-1-ol).
  • the preferred representatives of branched fatty alcohols are 2-octyl-dodecanol, 2-hexyl-dodecanol and / or 2-butyl-dodecanol.
  • an agent according to the invention is characterized in that it contains one or more C 2 -C 24 fatty alcohols from the group Dodecan-1-ol (dodecyl alcohol, lauryl alcohol),
  • Tetradecan-1-ol tetradecyl alcohol, myristyl alcohol
  • Hexadecan-1-ol hexadecyl alcohol, cetyl alcohol, palmityl alcohol
  • Octadecan-1-ol octadecyl alcohol, stearyl alcohol
  • Arachyl alcohol eicosan-1-ol
  • Gadoleyl alcohol ((9Z) -Eicos-9-en-1-ol)
  • Arachidonic alcohol ((5Z, 8Z, 11Z, 14Z) -Eicosa-5,8,11, 14-tetraen-1-ol),
  • Ci 2 -C 24 fatty alcohols in very specific quantity ranges.
  • the agent may contain 2 -C 24 -Fettklarediglycerid, at least one C12-C24 fatty acid triglyceride, of the C 2 -C 24 fatty acid monoglyceride and / or Ci.
  • a C 2 -C 24 fatty acid triglyceride is understood to mean the triester of the trihydric alcohol glycerol with three equivalents of fatty acid. Both structurally identical and different fatty acids within a triglyceride molecule can be involved in the formation of esters.
  • fatty acids are to be understood as meaning saturated or unsaturated, unbranched or branched, unsubstituted or substituted C 2 -C 24 carboxylic acids.
  • Unsaturated fatty acids can be monounsaturated or polyunsaturated. In the case of an unsaturated fatty acid, its CC double bond (s) can have the cis or trans configuration.
  • the fatty acid triglycerides are particularly suitable, in which at least one of the ester groups is formed starting from glycerol with a fatty acid selected from dodecanoic acid (lauric acid), tetradecanoic acid (myristic acid), hexadecanoic acid (palmitic acid), tetracosanoic acid (lignoceric acid), octadecanoic acid (Stearic acid), eicosanoic acid (arachidic acid), docosanoic acid (behenic acid), petroselinic acid [(Z) -6-octadecenoic acid], palmitoleic acid [(9Z) -hexadec-9-enoic acid], oleic acid [(9Z) -octadec-9-enoic acid] , Elaidic acid [(9E) - octadec-9-enoic acid], erucic acid [(13Z) -Do
  • the fatty acid triglycerides can also be of natural origin.
  • the fatty acid triglycerides or mixtures thereof occurring in soybean oil, peanut oil, olive oil, sunflower oil, macadamia nut oil, moringa oil, apricot kernel oil, marula oil and / or optionally hydrogenated castor oil are particularly suitable for use in the product according to the invention.
  • Ci 2 -C 24 fatty acid monoglyceride is understood to mean the monoester of the trihydric alcohol glycerol with one equivalent of fatty acid. Either the middle hydroxyl group of the glycerol or the terminal hydroxyl group of the glycerol can be esterified with the fatty acid.
  • the Ci 2 -C 24 fatty acid monoglyceride are particularly suitable, in which a hydroxyl group of the glycerol is esterified with a fatty acid, the fatty acids being selected from dodecanoic acid (lauric acid), tetradecanoic acid (myristic acid), hexadecanoic acid (palmitic acid), tetracosanoic acid (Lignoceric acid), octadecanoic acid (stearic acid), eicosanoic acid (arachidic acid), docosanoic acid (behenic acid), petroselinic acid [(Z) -6-octadecenoic acid], palmitoleic acid [(9Z) -hexadec-9-enoic acid], oleic acid [(9Z) -octadec -9-enoic acid], elaidic acid [(9E) -octadec-9-enoic acid],
  • Ci 2 -C 24 fatty acid diglyceride is understood to mean the diester of the trihydric alcohol glycerol with two equivalents of fatty acid. Either the middle and one terminal hydroxyl group of the glycerol can be esterified with two equivalents of fatty acid, or both terminal hydroxyl groups of the glycerol are esterified with one fatty acid each.
  • the glycerine can be esterified with two structurally identical as well as with two different fatty acids.
  • the fatty acid diglycerides are particularly suitable in which at least one of the ester groups is formed from glycerol with a fatty acid selected from dodecanoic acid (lauric acid), tetradecanoic acid (myristic acid), hexadecanoic acid (palmitic acid), tetracosanoic acid (lignoceric acid), octadecanoic acid (Stearic acid), eicosanoic acid (arachidic acid), docosanoic acid (behenic acid), petroselinic acid [(Z) -6-octadecenoic acid], palmitoleic acid [(9Z) -hexadec-9-enoic acid], oleic acid [(9Z) -octadec-9-enoic acid] , Elaidic acid [(9E) - octadec-9-enoic acid], erucic acid [(13Z) -Docos-13-
  • the agent contained at least one C12-C24 fatty acid monoglyceride, which is selected from the monoesters of glycerol with one equivalent of fatty acid from the group of dodecanoic acid (lauric acid), tetradecanoic acid (myristic acid), hexadecanoic acid (palmitic acid) , Tetracosanoic acid (lignoceric acid), octadecanoic acid (stearic acid), eicosanoic acid (arachidic acid), docosanoic acid (behenic acid), petroselinic acid [(Z) -6-octadecenoic acid], palmitoleic acid [(9Z) -hexadec-9-enoic acid], oleic acid [(9Z) - Octadec-9-enoic acid], elaidic acid [(9E) -octadec-9-enoic acid], erucic acid [
  • an agent according to the invention is characterized in that it contains at least one Ci 2 -C 24 fatty acid monoglyceride which is selected from the monoesters of glycerol with one equivalent of fatty acid from the group of dodecanoic acid, tetradecanoic acid, hexadecanoic acid, tetracosanoic acid, octadecanoic acid , Eicosanoic acid and / or docosanoic acid.
  • Ci 2 -C 24 fatty acid monoglyceride which is selected from the monoesters of glycerol with one equivalent of fatty acid from the group of dodecanoic acid, tetradecanoic acid, hexadecanoic acid, tetracosanoic acid, octadecanoic acid , Eicosanoic acid and / or docosanoic acid.
  • Ci 2 - ⁇ 24 fatty acid mono-, Ci 2 - ⁇ 24 fatty acid di- and / or Ci 2 -C 24 fatty acid triglycerides in very specific quantity ranges on average.
  • the agent - based on the total weight of the agent - has one or more C12-0 24 fatty acid mono- , Ci 2 - ⁇ 24 fatty acid di- and / or Ci 2 - ⁇ 24 -Fatty acid triglycerides in a total amount of 0.1 to 20.0% by weight, preferably 0.3 to 15.0% by weight, more preferably 0.5 to 10.0% by weight and very particularly preferably from 0.8 to 5.0% by weight.
  • the agent can also contain at least one hydrocarbon.
  • Hydrocarbons are compounds with 8 to 80 C atoms consisting exclusively of the atoms carbon and hydrogen.
  • preference is given in particular to aliphatic hydrocarbons such as mineral oils, liquid paraffin oils (e.g. Paraffinium Liquidum or Paraffinum Perliquidum), isoparaffin oils, semi-solid paraffin oils, paraffin waxes, hard paraffin (Paraffinum Solidum), petrolatum and polydecenes.
  • Paraffinum Liquidum and Paraffinium Perliquidum have proven to be particularly suitable in this context.
  • the hydrocarbon is very particularly preferably Paraffinum Liquidum, also called white oil.
  • Paraffinum Liquidum is a mixture of purified, saturated, aliphatic hydrocarbons, which for the most part consists of hydrocarbon chains with a carbon chain distribution of 25 to 35 carbon atoms.
  • the agent contained at least one hydrocarbon selected from the group of mineral oils, liquid paraffin oils, isoparaffin oils, semi-solid paraffin oils, paraffin waxes, hard paraffin (Paraffinum Solidum), petrolatum and polydecene.
  • hydrocarbon selected from the group of mineral oils, liquid paraffin oils, isoparaffin oils, semi-solid paraffin oils, paraffin waxes, hard paraffin (Paraffinum Solidum), petrolatum and polydecene.
  • an agent according to the invention is characterized in that it contains at least one fat component from the group of hydrocarbons.
  • the agent - based on the total weight of the agent - has one or more hydrocarbons in a total amount of 0.5 to 20.0% by weight, preferably 0 .7 to 10.0% by weight, more preferably from 0.9 to 5.0% by weight and very particularly preferably from 1.0 to 4.0% by weight.
  • an agent according to the invention is characterized in that - based on the total weight of the agent - it contains one or more hydrocarbons in a total amount of 0.5 to 20.0% by weight, preferably 0 .7 to 10.0% by weight, more preferably from 0.9 to 5.0% by weight and very particularly preferably from 1.0 to 4.0% by weight.
  • the hydrocarbon (s) can be used as the sole fat constituent (a4) in the agents.
  • the agent described above is a ready-to-use agent that can be applied to the keratinous material.
  • This ready-to-use agent preferably has a high water content. It has been found that especially those agents are particularly well suited which — based on the total weight of the agent — 50.0 to 98.0% by weight, preferably 60.0 to 90.0% by weight, are more preferred 70.0 to 90.0% by weight and very particularly preferably 75.0 to 90.0% by weight of water.
  • an agent according to the invention is characterized in that - based on the total weight of the agent - it contains 50.0 to 98.0% by weight, preferably 60.0 to 90.0% by weight, more preferably 70.0 to 90.0% by weight and very particularly preferably 75.0 to 90.0% by weight of water. further optional ingredients on average
  • the agent can also contain further optional ingredients.
  • the agent can contain a film-forming polymer.
  • the film-forming polymer can, for example, be selected from the group consisting of polyvinylpyrrolidone (PVP), vinylpyrrolidone / vinyl acetate copolymers, vinylpyrrolidone / styrene copolymers, vinylpyrrolidone / ethylene copolymers, vinylpyrrolidone / propylene copolymers, vinylpyrrolidone / vinylcaprolidone copolymers / Vinylformamide copolymers and / or vinylpyrrolidone / vinyl alcohol copolymers, explicitly very particularly preferably polyvinylpyrrolidone (PVP).
  • PVP polyvinylpyrrolidone
  • film-forming polymers can be selected from the group of copolymers of acrylic acid, copolymers of methacrylic acid, homopolymers or copolymers of acrylic acid esters, homopolymers or copolymers of methacrylic acid esters, homopolymers or copolymers of acrylic acid amides, homopolymers or copolymers of Methacrylic acid amides, copolymers of vinyl pyrrolidone, copolymers of vinyl alcohol, copolymers of vinyl acetate, homopolymers or copolymers of ethylene, homopolymers or copolymers of propylene, homopolymers or copolymers of styrene, polyurethanes, polyesters and / or polyamides .
  • the film-forming polymers which are selected from the group of synthetic polymers, polymers obtainable by free radical polymerization or natural polymers have proven to be particularly suitable.
  • film-forming polymers can be selected from the homopolymers or copolymers of olefins, such as cycloolefins, butadiene, isoprene or styrene, vinyl ethers, vinyl amides, the esters or amides of (meth) acrylic acid with at least one Ci-C2o-alkyl group, a Aryl group or a C2-C10 hydroxyalkyl group.
  • Further film-forming polymers can be selected from the homo- or copolymers of isooctyl (meth) acrylate; isononyl (meth) acrylate; 2-ethylhexyl (meth) acrylate; Lauryl (meth) acrylate); isopentyl (meth) acrylate; n-butyl (meth) acrylate); isobutyl (meth) acrylate; Ethyl (meth) acrylate; Methyl (meth) acrylate; tert-butyl (meth) acrylate; Stearyl (meth) acrylate; Hydroxyethyl (meth) acrylate; 2-hydroxypropyl (methacrylate; 3-hydroxypropyl (meth) acrylate and / or mixtures thereof).
  • Further film-forming polymers can be selected from the homo- or copolymers of (meth) acrylamide; N-alkyl- (meth) acrylamides, in particular those with C2-C18 alkyl groups, such as, for example, N-ethyl-acrylamide, N-tert-butyl-acrylamide, N-octyl-acrylamide; N-di (C1-C4) alkyl (meth) acrylamide.
  • Suitable anionic copolymers are, for example, copolymers of acrylic acid, methacrylic acid or their Ci-C6-alkyl esters, as sold under the INCI declaration Acrylates Copolymers.
  • a suitable commercial product is, for example Aculyn ® 33 from Rohm & Haas.
  • copolymers of acrylic acid, methacrylic acid or their Ci-C6-alkyl esters and the esters of an ethylenically unsaturated acid and an alkoxylated fatty alcohol are also preferred.
  • Suitable ethylenically unsaturated acids are in particular acrylic acid, methacrylic acid and itaconic acid; suitable alkoxylated fatty alcohols are, in particular, steareth-20 or ceteth-20.
  • Polymers on the market are, for example, Aculyn® 22 (Acrylates / Steareth-20 Methacrylate Copolymer), Aculyn® 28 (Acrylates / Beheneth-25 Methacrylate Copolymer), Structure 2001® (Acryla-tes / Steareth-20 Itaconate Copolymer), Structure 3001® (Acrylates / Ceteth-20 Itaconate Copolymer), Structure Plus® (Acrylates / Aminoacrylates C10-30 Alkyl PEG-20 Itaconate Copolymer), Carbopol® 1342, 1382, Ultrez 20, Ultrez 21 (Acrylates / C 10-30 Alkyl Acrylate Crosspolymer), Synthalen W 2000® (Acrylates / Palmeth-25 Acrylate Copolymer) or the Soltex OPT (Acrylates / C12-22 Alkyl methacrylate Copolymer) sold by Rohme and Haas.
  • Suitable polymers based on vinyl monomers are the homo- and copolymers of N-vinylpyrrolidone, vinylcaprolactam, vinyl (C1-C6) alkyl pyrrole, vinyl oxazole, vinyl thiazole, of vinyl pyrimidine, of vinyl imidazole.
  • copolymers octylacrylamide / acrylates / butylaminoethyl methacrylate copolymer such as is sold commercially by NATIONAL STARCH under the trade names AMPHOMER® or LOVOCRYL® 47, or the copolymers of acrylates / octylacrylamides under the trade names DERMACRYL® LT and DERMACRYL ® 79 are distributed by NATIONAL STARCH.
  • Suitable polymers based on olefins are the homo- and copolymers of ethylene, propylene, butene, isoprene and butadiene.
  • block copolymers which comprise at least one block of styrene or the derivatives of styrene can be used as film-forming hydrophobic polymers.
  • These block copolymers can be copolymers which, in addition to a styrene block, contain one or more other blocks, such as, for example, styrene / ethylene, styrene / ethylene / butylene, styrene / butylene, styrene / isoprene, styrene / butadiene.
  • Corresponding polymers are sold commercially by BASF under the trade name “Luvitol HSB”.
  • both anionic and also cationic and / or nonionic polymers can be used in the agent according to the invention, it has proven to be very particularly preferred not to use further ionic compounds or to use only small amounts. In other words, a particularly strong improvement in color intensity could be achieved when the agent was predominantly nonionic and therefore contained cationic and anionic polymers either not at all or only in very small amounts. For this reason, it has been found to be particularly preferred if the total content of all the anionic polymers contained in the agent is below 0.1% by weight. Furthermore, it has been found to be very particularly preferred if the total content of all the cationic polymers contained in the agent is below 0.1% by weight. The proportion of cationic or anionic polymer is based in each case on the total weight of the agent.
  • an agent according to the invention is characterized in that - based on the total weight of the agent -
  • the agents can in principle also contain one or more charged surfactants.
  • surfactants is understood to mean surface-active substances. A distinction is made between anionic surfactants consisting of a hydrophobic residue and a negatively charged hydrophilic head group, amphoteric surfactants, which carry both a negative and a compensating positive charge, cationic surfactants, which have a positively charged hydrophilic group in addition to a hydrophobic residue, and nonionic surfactants, which have no charges but rather strong dipole moments and are strongly hydrated in aqueous solution.
  • Zwitterionic surfactants are surface-active compounds which have at least one quaternary ammonium group and at least one -COO () - or -S03 (_) - group in the molecule.
  • Particularly suitable zwitterionic surfactants are the so-called betaines such as the N-alkyl-N, N-dimethylammonium glycinates, for example coconut alkyl dimethylammonium glycinate, N-acyl aminopropyl-N, N-dimethylammonium glycinate, for example cocoacylaminopropyl dimethylammonium glycinate, and 2-alkyl-3-carboxymethyl-3-hydroxyethyl imidazolines, each with 8 to 18 carbon atoms in the alkyl or acyl group, and cocoacylamino ethyl hydroxyethyl carboxymethyl glycinate.
  • a preferred zwitterionic surfactant is the fatty acid amide derivative known under the
  • Ampholytic surfactants are surface-active compounds which, in addition to a Cs - C24 - alkyl or acyl group, contain at least one free amino group and at least one —COOH or —SOsH group and are capable of forming internal salts.
  • ampholytic surfactants are N-alkylglycines, N-alkylpropionic acids, N-alkylaminobutyric acids, N-alkyliminodipropionic acids, N-hydroxyethyl-N-alkylamidopropylglycines, N-alkyltaurines, N-alkylsarcosines, 2-alkylaminopropionic acids and alkylaminoacetic acids, each with about 8 to 24 C. Atoms in the alkyl group.
  • amphoteric or zwitterionic surfactants are alkyl betaines, alkyl amido betaines, aminopropionates, aminoglycinates, imidazolinium betaines and sulfobetaines.
  • ampholytic surfactants are N-cocoalkylaminopropionate, cocoacylaminoethylaminopropionate and C12-Cis-acylsarcosine.
  • the agents can also contain at least one cationic surfactant.
  • Cationic surfactants are understood as meaning surfactants, that is to say surface-active compounds, each with one or more positive charges. Cationic surfactants only contain positive charges. These surfactants are usually made up of a hydrophobic part and a hydrophilic head group, the hydrophobic part usually consisting of a hydrocarbon skeleton (for example consisting of one or two linear or branched ones Alkyl chains) and the positive charge (s) are located in the hydrophilic head group. Examples of cationic surfactants are examples of cationic surfactants.
  • Quaternary ammonium compounds which can carry one or two alkyl chains with a chain length of 8 to 28 carbon atoms as hydrophobic radicals,
  • the cationic charge can also be part of a heterocyclic ring (e.g. an imidazolium ring or a pyridinium ring) in the form of an onium structure.
  • the cationic surfactant can also contain other uncharged functional groups, as is the case, for example, with ester quats.
  • the cationic surfactants are used in a total amount of 0.1 to 45% by weight, preferably 1 to 30% by weight and very particularly preferably 1 to 15% by weight, based on the total weight of the respective agent.
  • the agents according to the invention can furthermore also contain at least one anionic surfactant.
  • Anionic surfactants are surface-active agents with exclusively anionic charges (neutralized by a corresponding counter cation).
  • anionic surfactants are fatty acids, alkyl sulfates, alkyl ether sulfates and ether carboxylic acids with 12 to 20 carbon atoms in the alkyl group and up to 16 glycol ether groups in the molecule.
  • both anionic and also cationic and / or nonionic surfactants can be used in the agent according to the invention, it has proven to be very particularly preferred not to use further ionic compounds or to use only small amounts. In other words, a particularly strong improvement in color intensity could be achieved when the agent was predominantly nonionic and therefore either did not contain any cationic and anionic surfactants or only contained them in very small amounts. For this reason, it has been found to be particularly preferred if the total content of all the anionic surfactants contained in the agent is below 0.1% by weight. Furthermore, it has been found to be particularly preferred if the total content of all the cationic surfactants contained in the agent is below 0.1% by weight. The proportion of cationic or anionic surfactant is based in each case on the total weight of the agent.
  • an agent according to the invention is characterized in that - based on the total weight of the agent -
  • the total content of all the anionic surfactants contained in the average is below 0.1% by weight
  • - The total content of all the cationic surfactants contained in the agent is below 0.1% by weight.
  • the agents can also contain other active ingredients, auxiliaries and additives, such as solvents, structurants such as glucose, maleic acid and lactic acid, hair conditioning compounds such as phospholipids, for example lecithin and cephalins; Perfume oils, dimethyl isosorbide and cyclodextrins; fiber structure-improving active ingredients, in particular mono-, di- and oligosaccharides such as, for example, glucose, galactose, fructose, fruit sugar and lactose; Dyes for coloring the agent; Anti-dandruff ingredients such as Piroctone Olamine, Zinc Omadine and Climbazole; Amino acids and oligopeptides; Protein hydrolysates based on animals and / or plants, and in the form of their fatty acid condensation products or optionally anionically or cationically modified derivatives; vegetable oils; Sunscreens and UV blockers; Active ingredients such as panthenol, pantothenic acid, pantolactone, allantoin,
  • the person skilled in the art will select these additional substances in accordance with the desired properties of the agents. With regard to further optional components and the amounts of these components used, express reference is made to the relevant manuals known to the person skilled in the art.
  • the additional active ingredients and auxiliaries are used in the preparations according to the invention preferably in amounts of from 0.0001 to 25% by weight, in particular from 0.0005 to 15% by weight, based on the total weight of the respective agent. pH of the means
  • the pH of the agent according to the invention is preferably adjusted to a neutral to alkaline pH.
  • the agent very particularly preferably has an alkaline pH in the range from 7.0 to 11.5, preferably from 8.0 to 11.0, and particularly preferably from 8.5 to 10.5.
  • the amino-functionalized silicone polymer (a1) can be dissolved or dispersed particularly well and without protonation.
  • an agent according to the invention characterized in that it has a pH from 7.0 to 11.5, preferably from 8.0 to 11.0, and particularly preferably from 8.5 to 10.5.
  • the agent (a) and / or (b) can contain at least one alkalizing agent.
  • the pH values in the context of the present invention are pH values that were measured at a temperature of 22 ° C.
  • the agents can contain, for example, ammonia, alkanolamines and / or basic amino acids as alkalizing agents.
  • alkanolamines which can be used in the agent according to the invention are preferably selected from primary amines with a C2-C6-alkyl parent structure which carries at least one hydroxyl group.
  • Preferred alkanolamines are selected from the group which is formed from 2-aminoethan-1-ol (monoethanolamine), 3-aminopropan-1-ol, 4-aminobutan-1-ol, 5-aminopentan-1-ol, 1-aminopropane -2-ol, 1-aminobutan-2-ol, 1-aminopentan-2-ol, 1-aminopentan-3-ol, 1-aminopentan-4-ol, 3-amino-2-methylpropan-1-ol, 1 -Amino-2-methylpropan-2-ol, 3-aminopropan-1,2-diol, 2-amino-2-methylpropan-1,3-diol.
  • Alkanolamines which are particularly preferred according to the invention are selected from 2-aminoethan-1-ol and / or 2-amino-2-methylpropan-1-ol.
  • a particularly preferred embodiment is therefore characterized in that the agent according to the invention contains an alkanolamine selected from 2-aminoethan-1-ol and / or 2-amino-2-methylpropan-1-ol as the alkalizing agent.
  • amino acid in the context of the invention is an organic compound which in its structure contains at least one protonatable amino group and at least one —COOH or one —SOsH group.
  • Preferred amino acids are aminocarboxylic acids, in particular ⁇ - (alpha) -amino-carboxylic acids and w-aminocarboxylic acids, ⁇ -aminocarboxylic acids being particularly preferred.
  • basic amino acids are to be understood as meaning those amino acids which have an isoelectric point p1 of greater than 7.0.
  • Basic ⁇ -aminocarboxylic acids contain at least one asymmetric carbon atom.
  • both possible enantiomers can be used equally as specific compounds or mixtures thereof, in particular as racemates.
  • the basic amino acids are preferably selected from the group formed from arginine, lysine, ornithine and histidine, particularly preferably from arginine and lysine.
  • an agent according to the invention is therefore characterized in that the alkalizing agent is a basic amino acid from the group arginine, lysine, ornithine and / or histidine.
  • the agent can contain other alkalizing agents, in particular inorganic alkalizing agents.
  • Inorganic alkalizing agents which can be used according to the invention are preferably selected from the group formed from sodium hydroxide, potassium hydroxide, calcium hydroxide, barium hydroxide, sodium phosphate, potassium phosphate, sodium silicate, sodium metasilicate, potassium silicate, sodium carbonate and potassium carbonate.
  • alkalizing agents are ammonia, 2-aminoethan-1-ol (monoethanolamine), 3-aminopropan-1-ol, 4-aminobutan-1-ol, 5-aminopentan-1-ol, 1-aminopropan-2-ol, 1-aminobutan-2-ol, 1-aminopentan-2-ol, 1-aminopentan-3-ol, 1-aminopentan-4-ol, 3-amino-2-methylpropan-1-ol, 1-amino-2- methylpropan-2-ol, 3-aminopropan-1, 2-diol, 2-amino-2-methylpropan-1, 3-diol, arginine, lysine, ornithine, histidine, sodium hydroxide, potassium hydroxide, calcium hydroxide, barium hydroxide, sodium phosphate, potassium phosphate, Sodium silicate, sodium metasilicate, potassium silicate, sodium carbonate and potassium carbonate.
  • a method according to the invention is characterized in that the colorant (a) has at least one alkalizing agent from the group consisting of ammonia, 2-aminoethan-1-ol (monoethanolamine), 3-aminopropan-1-ol, 4- Aminobutan-1-ol, 5-aminopentan-1-ol, 1-aminopropan-2-ol, 1-aminobutan-2-ol, 1-aminopentan-2-ol, 1-aminopentan-3-ol, 1-aminopentan 4-ol, 3-amino-2-methylpropan-1-ol, 1-amino-2-methylpropan-2-ol, 3-aminopropan-1, 2-diol, 2-amino-2-methylpropan-1, Contains 3-diol, arginine, lysine, ornithine, histidine, sodium hydroxide, potassium hydroxide, calcium hydroxide, barium hydroxide, sodium phosphate,
  • the agents described above can be used excellently in processes for coloring keratinic material, in particular human hair.
  • a second subject of the present invention is therefore a method for coloring keratinic material, in particular human hair, comprising the following steps:
  • step (1) of the method according to the invention the agent of the first subject matter of the invention is applied to the keratinic material, which is very particularly preferably human hair.
  • step (2) of the method according to the invention the agent is then allowed to act on the keratinic material after its application.
  • different exposure times of, for example, 30 seconds to 60 minutes are conceivable.
  • a great advantage of the dyeing system according to the invention is that an intense color result can be achieved even in very short periods of time after short exposure times. For this reason, it is advantageous if the application mixture remains on the keratin material for comparatively short periods of time from 30 seconds to 15 minutes, preferably from 30 seconds to 10 minutes, and particularly preferably from 1 to 5 minutes after its application.
  • a method according to the invention is characterized by
  • step (3) of the method After the application mixture has acted on the keratin material, it is finally rinsed out with water in step (3) of the method.
  • the application mixture can only be washed out with water, i.e. without the aid of an aftertreatment agent or a shampoo.
  • an aftertreatment agent or conditioner in step (6) is also conceivable in principle.
  • a method according to the invention is characterized by
  • the respective agent (V1, E1 and E2) was applied to strands of hair (Kerling, European natural hair, white, liquor ratio: 1 g of agent (E1) per g of hair strand). The agent was left on for three minutes. The locks of hair were then washed out thoroughly (1 minute) with water, dried and then colorimetrically measured using a Spectraflash 450 color measuring device from Datacolor.
  • the dE value used to assess the color intensity is derived from the am
  • the L value indicates the lightness of a color. The lower the L value, the darker and more intense the color
  • the agents according to the invention were used to measure darker, more intense colorations (lower L values) and higher chroma (higher C value).

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Abstract

La présente invention concerne un produit pour colorer une matière kératinique, en particulier les cheveux, contenant : (a1) au moins un polymère de silicone à fonction amino, (a2) au moins un composé chromophore et (a3) au moins un produit d'addition de l'oxyde d'éthylène sur les esters d'acides gras C12-C24 et d'alcools C1-C12 aliphatiques. L'invention concerne également un procédé de coloration d'une matière kératinique à l'aide dudit produit appliqué sur la matière kératinique.
PCT/EP2020/069764 2019-09-23 2020-07-13 Produit pour colorer une matière kératinique, contenant de l'aminosilicone, un composé chromophore et un ester d'acide gras éthoxylé Ceased WO2021058158A1 (fr)

Priority Applications (2)

Application Number Priority Date Filing Date Title
EP20740300.7A EP4034258B1 (fr) 2019-09-23 2020-07-13 Agent pour la teinture de matières kératiniques avec une aminosilicone, un composé colorant et un ester d'acide gras éthoxylé
US17/762,655 US11865201B2 (en) 2019-09-23 2020-07-13 Product for dyeing keratinous material, containing aminosilicone, a chromophoric compound and ethoxylated fatty acid ester

Applications Claiming Priority (2)

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DE102019214466.7A DE102019214466A1 (de) 2019-09-23 2019-09-23 Mittel zum Färben von keratinischem Material mit Aminosilikon, farbgebender Verbindung und ethoxyliertem Fettsäureester
DE102019214466.7 2019-09-23

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AU2022366987A1 (en) 2021-10-14 2024-05-16 Arsenal Biosciences, Inc. Immune cells having co-expressed shrnas and logic gate systems
US12329838B1 (en) 2022-10-07 2025-06-17 The Procter & Gamble Company Hair dye composition

Citations (4)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
WO2014044602A2 (fr) * 2012-09-18 2014-03-27 Henkel Ag & Co. Kgaa Moyen de traitement de fibres kératiniques, contenant des aminosilicones spécifiques, des acides et des colorants directs
WO2015090804A1 (fr) * 2013-12-16 2015-06-25 Henkel Ag & Co. Kgaa Agent acide pour colorer des fibres de kératine contenant des aminosilicones et des colorants acides spéciaux
DE102014221536A1 (de) * 2014-10-23 2016-04-28 Henkel Ag & Co. Kgaa Temporäre Farbveränderung von Haaren mit Pigmenten, Alkoholen und speziellen polyalkoxylierten Silikonen
WO2018206453A1 (fr) * 2017-05-12 2018-11-15 L'oreal Composition colorante à base de copolymérisation d'au moins un dérivé d'acide croto-crotonique et d'au moins le

Family Cites Families (3)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
DE102014218006A1 (de) * 2014-09-09 2016-03-10 Henkel Ag & Co. Kgaa Verpackungseinheit (Kit-of-parts) mit speziellen aminierten Siliconpolymeren
DE102018222024A1 (de) * 2018-12-18 2020-06-18 Henkel Ag & Co. Kgaa Verfahren zum Färben von keratinischem Material mit Färbemittel und saurem Nachbehandlungsmittel
DE102018222022A1 (de) * 2018-12-18 2020-06-18 Henkel Ag & Co. Kgaa Verfahren zum Färben von keratinischem Material mit Färbemittel und saurem Nachbehandlungsmittel

Patent Citations (4)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
WO2014044602A2 (fr) * 2012-09-18 2014-03-27 Henkel Ag & Co. Kgaa Moyen de traitement de fibres kératiniques, contenant des aminosilicones spécifiques, des acides et des colorants directs
WO2015090804A1 (fr) * 2013-12-16 2015-06-25 Henkel Ag & Co. Kgaa Agent acide pour colorer des fibres de kératine contenant des aminosilicones et des colorants acides spéciaux
DE102014221536A1 (de) * 2014-10-23 2016-04-28 Henkel Ag & Co. Kgaa Temporäre Farbveränderung von Haaren mit Pigmenten, Alkoholen und speziellen polyalkoxylierten Silikonen
WO2018206453A1 (fr) * 2017-05-12 2018-11-15 L'oreal Composition colorante à base de copolymérisation d'au moins un dérivé d'acide croto-crotonique et d'au moins le

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EP4034258B1 (fr) 2025-09-17
US20220354769A1 (en) 2022-11-10
US11865201B2 (en) 2024-01-09
EP4034258A1 (fr) 2022-08-03
DE102019214466A1 (de) 2021-03-25

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